327022-92-4Relevant academic research and scientific papers
[Bmim] [Br] as a solvent and activator for the ga-mediated barbier allylation: Direct formation of an N -heterocyclic carbene from Ga metal
Goswami, Dibakar,Chattopadhyay, Angshuman,Sharma, Anubha,Chattopadhyay, Subrata
, p. 11064 - 11070 (2012)
The room-temperature ionic liquid (RTIL) [bmim][Br] has been found to be an excellent green and inexpensive medium for the Ga-mediated allylation of aromatic and aliphatic aldehydes and ketones. The RTIL activated the metal via formation of a Ga-N-heteroc
Cationic Cobalt Porphyrin-Catalyzed Allylation of Aldehydes with Allyltrimethylsilanes
Tomifuji, Rei,Masuda, Shota,Kurahashi, Takuya,Matsubara, Seijiro
supporting information, p. 3834 - 3837 (2019/05/24)
Cationic cobalt porphyrin-catalyzed allylation of aldehydes with allyltrimethylsilanes is developed. The formation of the aldehyde-cobalt porphyrin complex, the key intermediate for the addition of allylsilanes, is confirmed by theoretical studies and syn
[bmim][Br] as an Inexpensive and Efficient Medium for the Barbier-Type Allylation Reaction Using a Catalytic Amount of Indium: Mechanistic Studies
Dey, Papiya,Koli, Mrunesh,Goswami, Dibakar,Sharma, Anubha,Chattopadhyay, Subrata
, p. 1333 - 1341 (2018/04/02)
Barbier-type allylation reactions of aldehydes and ketones have been carried out with both unsubstituted and γ-substituted allyl bromides using only a catalytic amount (0.1 equiv.) of In metal in [bmim][Br], but not in H2O, organic solvents, or
Electrochemical allylation of aldehydes in a solvent-free cavity cell with a graphite powder cathode
De Souza, Ronny F. M.,Areias, Madalena C. C.,Bieber, Lothar W.,Navarro, Marcelo
experimental part, p. 1118 - 1120 (2011/06/27)
Mixtures of carbonyl compounds and allyl halides, adsorbed on a graphite powder cathode, were reduced under aqueous anolyte to give high yields of homoallylic alcohols. Catalytic amounts of silver or tetrabutylammonium tetrafluoroborate improved the yields significantly. Inexpensive allyl chloride gave superior results when compared to allyl bromide.
Transition-state charge stabilization through multiple non-covalent interactions in the guanidinium-catalyzed enantioselective claisen rearrangement
Uyeda, Christopher,Jacobsen, Eric N.
supporting information; experimental part, p. 5062 - 5075 (2011/06/23)
The mechanism by which chiral arylpyrrole-substituted guanidinium ions promote the Claisen rearrangement of O-allyl α-ketoesters and induce enantioselectivity was investigated by experimental and computational methods. In addition to stabilization of the developing negative charge on the oxallyl fragment of the rearrangement transition state by hydrogen-bond donation, evidence was obtained for a secondary attractive interaction between the π-system of a catalyst aromatic substituent and the cationic allyl fragment. Across a series of substituted arylpyrrole derivatives, enantioselectivity was observed to vary predictably according to this proposal. This mechanistic analysis led to the development of a new p-dimethylaminophenyl-substituted catalyst, which afforded improvements in enantioselectivity relative to the parent phenyl catalyst for a representative set of substrates.
Addition of halocarboxylic acids esters and halohydrocarbons to pentafluorobenzaldehyde promoted by iron pentacarbonyl
Terent'ev,Vasil'eva,Chakhovskaya,Mysova,Kochetkov
, p. 1615 - 1618 (2007/10/03)
Iron pentacarbonyl is an efficient promoter of addition to the carbonyl group of pentafluorobenzene of alkyl α-halocarboxylates and alkyl halides. The electron-acceptor character of the pentafluorophenyl group essentially affects the course of reaction an
